메뉴 건너뛰기




Volumn 41, Issue 3, 2000, Pages 299-301

Synthesis of N-acetylxylosamidoxime, a potential transition state analog inhibitor of glycosyltransferases

Author keywords

[No Author keywords available]

Indexed keywords

CHITIN SYNTHASE; ENZYME INHIBITOR; GLYCOSYLTRANSFERASE INHIBITOR; HYDROXYLAMINE; IMIDE; N ACETYLGLUCOSAMINYLTRANSFERASE; OXIME DERIVATIVE; SERINE DERIVATIVE; THIOL DERIVATIVE;

EID: 0034650511     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01964-4     Document Type: Article
Times cited : (17)

References (15)
  • 1
    • 0027750880 scopus 로고
    • Papandreou, G.; Tong, K. T.; Ganem, B. J. Am. Chem. Soc. 1993, 115, 11682-11690; Suzuki, K.; Fujii, T.; Sato, K.; Hashimoto, H. Tetrahedron Lett. 1996, 37, 5921-5924; Knapp, S.; Choe, Y. H.; Reilly, E. Tetrahedron Lett. 1993, 34, 4443-4446; Bleriot, Y.; Genre-Grandpierre, A.; Tellier, C. Tetrahedron Lett. 1994, 35, 1867-1870; Legler, G.; Finken, M. T.; Felsch, S. Carbohydr. Res. 1996, 292, 91-101.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 11682-11690
    • Papandreou, G.1    Tong, K.T.2    Ganem, B.3
  • 2
    • 15844400656 scopus 로고    scopus 로고
    • Papandreou, G.; Tong, K. T.; Ganem, B. J. Am. Chem. Soc. 1993, 115, 11682-11690; Suzuki, K.; Fujii, T.; Sato, K.; Hashimoto, H. Tetrahedron Lett. 1996, 37, 5921-5924; Knapp, S.; Choe, Y. H.; Reilly, E. Tetrahedron Lett. 1993, 34, 4443-4446; Bleriot, Y.; Genre-Grandpierre, A.; Tellier, C. Tetrahedron Lett. 1994, 35, 1867-1870; Legler, G.; Finken, M. T.; Felsch, S. Carbohydr. Res. 1996, 292, 91-101.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 5921-5924
    • Suzuki, K.1    Fujii, T.2    Sato, K.3    Hashimoto, H.4
  • 3
    • 0027214717 scopus 로고
    • Papandreou, G.; Tong, K. T.; Ganem, B. J. Am. Chem. Soc. 1993, 115, 11682-11690; Suzuki, K.; Fujii, T.; Sato, K.; Hashimoto, H. Tetrahedron Lett. 1996, 37, 5921-5924; Knapp, S.; Choe, Y. H.; Reilly, E. Tetrahedron Lett. 1993, 34, 4443-4446; Bleriot, Y.; Genre-Grandpierre, A.; Tellier, C. Tetrahedron Lett. 1994, 35, 1867-1870; Legler, G.; Finken, M. T.; Felsch, S. Carbohydr. Res. 1996, 292, 91-101.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 4443-4446
    • Knapp, S.1    Choe, Y.H.2    Reilly, E.3
  • 4
    • 0028345006 scopus 로고
    • Papandreou, G.; Tong, K. T.; Ganem, B. J. Am. Chem. Soc. 1993, 115, 11682-11690; Suzuki, K.; Fujii, T.; Sato, K.; Hashimoto, H. Tetrahedron Lett. 1996, 37, 5921-5924; Knapp, S.; Choe, Y. H.; Reilly, E. Tetrahedron Lett. 1993, 34, 4443-4446; Bleriot, Y.; Genre-Grandpierre, A.; Tellier, C. Tetrahedron Lett. 1994, 35, 1867-1870; Legler, G.; Finken, M. T.; Felsch, S. Carbohydr. Res. 1996, 292, 91-101.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 1867-1870
    • Bleriot, Y.1    Genre-Grandpierre, A.2    Tellier, C.3
  • 5
    • 0029816666 scopus 로고    scopus 로고
    • Papandreou, G.; Tong, K. T.; Ganem, B. J. Am. Chem. Soc. 1993, 115, 11682-11690; Suzuki, K.; Fujii, T.; Sato, K.; Hashimoto, H. Tetrahedron Lett. 1996, 37, 5921-5924; Knapp, S.; Choe, Y. H.; Reilly, E. Tetrahedron Lett. 1993, 34, 4443-4446; Bleriot, Y.; Genre-Grandpierre, A.; Tellier, C. Tetrahedron Lett. 1994, 35, 1867-1870; Legler, G.; Finken, M. T.; Felsch, S. Carbohydr. Res. 1996, 292, 91-101.
    • (1996) Carbohydr. Res. , vol.292 , pp. 91-101
    • Legler, G.1    Finken, M.T.2    Felsch, S.3
  • 10
    • 0343482272 scopus 로고    scopus 로고
    • 2PHAL yielded the undesired 5b isomer with 80% d.e. and a mixture of the 5a and 5b isomers in a 55:45 ratio, respectively
    • 2PHAL yielded the undesired 5b isomer with 80% d.e. and a mixture of the 5a and 5b isomers in a 55:45 ratio, respectively.
  • 12
    • 0343046411 scopus 로고    scopus 로고
    • 1H NMR
    • 1H NMR.
  • 14
    • 0343482271 scopus 로고    scopus 로고
    • Classical conditions are cleavage of the carbamate with TFA and reacetylation by acetic anhydride in pyridine
    • Classical conditions are cleavage of the carbamate with TFA and reacetylation by acetic anhydride in pyridine.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.